Facile synthesis of N-aryl phenothiazines and phenoxazines via Brønsted acid catalyzed C−H amination of arenes

2022 ◽  
Author(s):  
Wang Xia ◽  
Zi-An Zhou ◽  
Jie Lv ◽  
Shao-Hua Xiang ◽  
Yong-Bin Wang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Cross Coupling ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Facile Synthesis ◽  
Synthetic Strategy ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

N-aryl phenothiazines and phenoxazines are of significant importance in various disciplines throughout academia and industry. Conventional synthetic strategy for the construction of these structures centers on transition-metal-catalyzed cross-coupling of aryl...

The electrophilic aromatic substitution approach to C–H silylation and C–H borylation

2018 ◽  
Vol 90 (4) ◽  
pp. 723-731 ◽  
Author(s):  
Susanne Bähr ◽  
Martin Oestreich
Keyword(s):  
Transition Metal ◽  
Lewis Acid ◽  
Electrophilic Aromatic Substitution ◽  
Bronsted Acid ◽  
Aromatic Substitution ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

AbstractSeveral approaches toward electrophilic C–H silylation of electron-rich arenes are discussed, comprising transition-metal-catalyzed processes as well as Lewis-acid- and Brønsted-acid-induced protocols. These methods differ in the catalytic generation of the silicon electrophile but share proton removal in form of dihydrogen. With slight modifications, these methods are often also applicable to the related electrophilic C–H borylation.

Brønsted acid-catalyzed selective C–C bond cleavage of 1,3-diketones: a facile synthesis of 4(3H)-quinazolinones in aqueous ethyl lactate

RSC Advances ◽  
2015 ◽  
Vol 5 (104) ◽  
pp. 85646-85651 ◽  
Author(s):  
Guanshuo Shen ◽  
Haifeng Zhou ◽  
Peng Du ◽  
Sensheng Liu ◽  
Kun Zou ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Ethyl Lactate ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Facile Synthesis ◽  
Brönsted Acid ◽  
Acid Catalyzed

Facile Synthesis of Versatile Enantioenriched α-Substituted Hydroxy Esters through a Brønsted Acid Catalyzed Kinetic Resolution

2013 ◽  
Vol 15 (6) ◽  
pp. 1266-1269 ◽  
Author(s):  
Ghassan Qabaja ◽  
Jennifer E. Wilent ◽  
Amanda R. Benavides ◽  
George E. Bullard ◽  
Kimberly S. Petersen
Keyword(s):  
Kinetic Resolution ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Facile Synthesis ◽  
Brönsted Acid ◽  
Hydroxy Esters ◽  
Acid Catalyzed

Facile synthesis of 9H-pyrrolo[1,2-a]indoles via Brønsted acid catalyzed cascade reactions

2019 ◽  
Vol 55 (97) ◽  
pp. 14613-14616 ◽  
Author(s):  
Kunhua Xu ◽  
Wenming Chen ◽  
Jin Lin ◽  
Guifang Chen ◽  
Biao Wang ◽  
...  
Keyword(s):  
Cascade Reactions ◽  
Cascade Reaction ◽  
Bronsted Acid ◽  
Acid System ◽  
Brønsted Acid ◽  
Facile Synthesis ◽  
Brönsted Acid ◽  
Acid Catalyzed

A Brønsted acid system promotes the Friedel–Crafts alkenylation/1,6-addition/condensation cascade reaction of ynones with indoles to access 9H-pyrrolo[1,2-a]indoles.

Claisen Rearrangement Triggered by Brønsted Acid Catalyzed Alkyne Alkoxylation

Synlett ◽  
2022 ◽  
Author(s):  
Long Li ◽  
Long-Wu Ye ◽  
Yao-Hong Yan
Keyword(s):  
Claisen Rearrangement ◽  
High Efficiency ◽  
Rapid Development ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Diverse Range ◽  
Claisen Rearrangements ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Metal Catalyzed

AbstractOver the past two decades, catalytic alkyne alkoxylation-initiated Claisen rearrangement has proven to be a practical and powerful strategy for the rapid assembly of a diverse range of structurally complex molecules. The rapid development of Claisen rearrangements triggered by transition-metal-catalyzed alkyne alkoxylation has shown great potential in the formation of carbon–carbon bonds in an atom-economic and mild way. However, metal-free alkyne alkoxylation-triggered Claisen rearrangement has seldom been exploited. Recently, Brønsted acids such as HNTf2 and HOTf have been shown to be powerful activators that promote catalytic alkyne alkoxylation/Claisen rearrangement, leading to the concise and flexible synthesis of valuable compounds with high efficiency and atom economy. Recent advances on the Brønsted acid catalyzed alkyne alkoxylation/Claisen rearrangement are introduced in this Account, in which both intramolecular and intermolecular tandem reactions are discussed.

scholarly journals Synthesis of Two-Dimensional C–C Bonded Truxene-Based Covalent Organic Frameworks by Irreversible Brønsted Acid-Catalyzed Aldol Cyclotrimerization

Research ◽  
2021 ◽  
Vol 2021 ◽  
pp. 1-8
Author(s):  
Qingsong Zhang ◽  
Yunlong Sun ◽  
Haijing Li ◽  
Kun Tang ◽  
Yu-Wu Zhong ◽  
...  
Keyword(s):  
Photocatalytic Oxidation ◽  
Two Dimensional ◽  
Covalent Organic Frameworks ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Synthetic Strategy ◽  
X Ray Scattering ◽  
Benzyl Methylene ◽  
Brönsted Acid ◽  
Acid Catalyzed

The synthesis of new C–C bonded two-dimensional (2D) covalent organic frameworks (COFs) is highly desirable. Here, a simple but effective synthetic strategy has been developed using an irreversible Brønsted acid-catalyzed aldol cyclotrimerization reaction by virtue of truxene as a linkage. Nonolefin C–C bonded 2D truxene-based covalent organic frameworks (Tru-COFs) were constructed by polymerization of 1,3,5-triindanonebenzene (TDB). The structure formation was confirmed by wide-angle X-ray scattering, Fourier-transform infrared spectroscopy, and solid-state 13C CP/MAS NMR. The results showed that the Tru-COFs were porous (645 m2/g) and chemically stable. Benzyl methylene in conjugated Tru-COFs more effectively produced photoinduced radicals than the model truxene compound. Due to the radical photoresponsiveness, Tru-COFs were efficient catalysts for photocatalytic oxidation of sulfides. We expect that this will provide a new synthetic methodology to obtain C–C bonded functional 2D COFs.

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